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AFAIK there have been similar plans and projects before. For some reason they never come to anything. The developer soon loses interest and moves on to something else.
I have never had problems with calibre UI, but then I've been a heavy user for a long time. And I'm not even remotely familiar with MacOS or its application guidelines (Calibre ignoring those seems to be a common source of complaints), so for me the UI is perfectly fine.
There are other popular and widely used programs with even more complicated and labyrinthine UIs (Adobe Photoshop, GIMP). Calibre is by no means the only one that's geared toward functionality rather than simplicity.
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